6-((5-chloro-4-((2-(methylcarbamoyl)phenyl)amino)pyrimidin-2-yl)amino)-N,N,2-trimethyl-1H-indole-3-carboxamide

ID: ALA5172782

PubChem CID: 154640729

Max Phase: Preclinical

Molecular Formula: C24H24ClN7O2

Molecular Weight: 477.96

Names and Identifiers

Canonical SMILES:  CNC(=O)c1ccccc1Nc1nc(Nc2ccc3c(C(=O)N(C)C)c(C)[nH]c3c2)ncc1Cl

Standard InChI:  InChI=1S/C24H24ClN7O2/c1-13-20(23(34)32(3)4)15-10-9-14(11-19(15)28-13)29-24-27-12-17(25)21(31-24)30-18-8-6-5-7-16(18)22(33)26-2/h5-12,28H,1-4H3,(H,26,33)(H2,27,29,30,31)

Standard InChI Key:  NQJLJKFROUEMTA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -2.6454    1.0522    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -1.9303    0.6408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2097    1.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4915    0.6451    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4963   -0.1841    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.6487   -0.6074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3649   -0.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1551   -0.4449    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6435    0.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4686    0.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3597   -0.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0858   -1.4024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3738   -1.8198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8006   -1.8150    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4721    2.6403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  1  0
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  5 20  1  0
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 28 23  2  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 15 33  1  0
 15 34  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5172782

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 477.96

Molecular Weight (Monoisotopic): 477.1680

AlogP: 4.47

#Rotatable Bonds: 6

Polar Surface Area: 115.04

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.62

CX Basic pKa: 2.56

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: 4

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: -1.68

References

1. Guo M, Wang H, Yang J, Wang X, Zhang J, Liu S, Wei S, Jiang N, Zhai X..  (2022)  Identification and anti-tumor evaluation of 3-acyl-indol-based 2,4-diarylaminopyrimidine analogues as potent ALK inhibitors capable of overcoming drug-resistant mutants.,  238  [PMID:35691173] [10.1016/j.ejmech.2022.114493]

Source

Source(1):

• Scientific Literature